data_SA3
# 
_chem_comp.id                                    SA3 
_chem_comp.name                                  2,10-DIHYDROXY-12-(BETA-D-GLUCOPYRANOSYL)-6,7,12,13-TETRAHYDROINDOLO[2,3-A]PYRROLO[3,4-C]CARBAZOLE-5,7-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H21 N3 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-05-25 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        519.460 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SA3 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1SEU 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
SA3 O1   O1   O 0 1 N N N 20.268 -9.760  26.987 5.793  1.460  0.705  O1   SA3 1  
SA3 C6   C6   C 0 1 Y N N 20.659 -8.781  27.103 4.449  1.585  0.552  C6   SA3 2  
SA3 C5   C5   C 0 1 Y N N 19.747 -7.756  27.198 3.906  2.812  0.183  C5   SA3 3  
SA3 C4   C4   C 0 1 Y N N 20.190 -6.428  27.357 2.545  2.948  0.025  C4   SA3 4  
SA3 C3   C3   C 0 1 Y N N 21.546 -6.110  27.426 1.709  1.852  0.236  C3   SA3 5  
SA3 C2   C2   C 0 1 Y N N 22.598 -7.163  27.329 2.253  0.612  0.608  C2   SA3 6  
SA3 N9   N9   N 0 1 Y N N 23.847 -6.448  27.438 1.217  -0.293 0.751  N9   SA3 7  
SA3 C1   C1   C 0 1 Y N N 22.098 -8.498  27.169 3.629  0.490  0.763  C1   SA3 8  
SA3 C11  C11  C 0 1 Y N N 22.120 -4.827  27.577 0.251  1.662  0.156  C11  SA3 9  
SA3 C15  C15  C 0 1 Y N N 21.601 -3.503  27.710 -0.813 2.515  -0.162 C15  SA3 10 
SA3 C18  C18  C 0 1 N N N 20.229 -2.995  27.741 -0.914 3.937  -0.531 C18  SA3 11 
SA3 O37  O37  O 0 1 N N N 19.205 -3.629  27.662 0.018  4.709  -0.644 O37  SA3 12 
SA3 N17  N17  N 0 1 N N N 20.306 -1.670  27.879 -2.211 4.239  -0.725 N17  SA3 13 
SA3 C14  C14  C 0 1 Y N N 22.471 -2.382  27.842 -2.132 2.024  -0.150 C14  SA3 14 
SA3 C16  C16  C 0 1 N N N 21.590 -1.211  27.948 -2.991 3.162  -0.519 C16  SA3 15 
SA3 O38  O38  O 0 1 N N N 21.930 -0.019  28.078 -4.201 3.133  -0.620 O38  SA3 16 
SA3 C13  C13  C 0 1 Y N N 23.896 -2.551  27.859 -2.373 0.682  0.172  C13  SA3 17 
SA3 C21  C21  C 0 1 Y N N 25.084 -1.726  27.969 -3.598 -0.128 0.270  C21  SA3 18 
SA3 C20  C20  C 0 1 Y N N 26.275 -2.602  27.918 -3.192 -1.422 0.637  C20  SA3 19 
SA3 N19  N19  N 0 1 Y N N 25.786 -3.854  27.773 -1.815 -1.427 0.761  N19  SA3 20 
SA3 C12  C12  C 0 1 Y N N 24.423 -3.873  27.734 -1.304 -0.173 0.486  C12  SA3 21 
SA3 C10  C10  C 0 1 Y N N 23.532 -5.061  27.582 0.007  0.317  0.478  C10  SA3 22 
SA3 C25  C25  C 0 1 Y N N 25.248 -0.348  28.107 -4.951 0.151  0.077  C25  SA3 23 
SA3 C24  C24  C 0 1 Y N N 26.573 0.176   28.192 -5.882 -0.834 0.245  C24  SA3 24 
SA3 C23  C23  C 0 1 Y N N 27.737 -0.670  28.149 -5.489 -2.119 0.608  C23  SA3 25 
SA3 C22  C22  C 0 1 Y N N 27.582 -2.099  28.008 -4.151 -2.414 0.804  C22  SA3 26 
SA3 O2   O2   O 0 1 N N N 28.750 -0.215  28.223 -6.425 -3.090 0.773  O2   SA3 27 
SA3 C31  C31  C 0 1 N N S 25.257 -6.852  27.412 1.380  -1.698 1.131  C31  SA3 28 
SA3 C32  C32  C 0 1 N N R 26.162 -7.817  28.209 2.871  -2.034 1.207  C32  SA3 29 
SA3 O32  O32  O 0 1 N N N 27.235 -7.114  28.799 3.494  -1.219 2.202  O32  SA3 30 
SA3 C33  C33  C 0 1 N N S 26.557 -8.847  27.161 3.515  -1.764 -0.157 C33  SA3 31 
SA3 O33  O33  O 0 1 N N N 25.269 -9.264  26.728 4.872  -2.211 -0.145 O33  SA3 32 
SA3 C34  C34  C 0 1 N N S 27.316 -8.246  25.921 2.728  -2.527 -1.229 C34  SA3 33 
SA3 O34  O34  O 0 1 N N N 28.624 -7.858  26.269 3.218  -2.173 -2.524 O34  SA3 34 
SA3 C35  C35  C 0 1 N N R 26.557 -7.021  25.347 1.248  -2.152 -1.122 C35  SA3 35 
SA3 C36  C36  C 0 1 N N N 25.408 -7.401  24.376 0.459  -2.882 -2.211 C36  SA3 36 
SA3 O36  O36  O 0 1 N N N 25.931 -8.175  23.303 -0.901 -2.443 -2.189 O36  SA3 37 
SA3 O5   O5   O 0 1 N N N 26.057 -6.228  26.422 0.747  -2.529 0.159  O5   SA3 38 
SA3 HO1  HO1  H 0 1 N N N 20.898 -10.468 26.921 6.150  1.202  -0.156 HO1  SA3 39 
SA3 H5   H5   H 0 1 N N N 18.671 -7.996  27.147 4.555  3.660  0.021  H5   SA3 40 
SA3 H4   H4   H 0 1 N N N 19.452 -5.611  27.429 2.126  3.902  -0.260 H4   SA3 41 
SA3 H1   H1   H 0 1 N N N 22.830 -9.319  27.095 4.059  -0.459 1.049  H1   SA3 42 
SA3 H17  H17  H 0 1 N N N 19.478 -1.076  27.926 -2.540 5.115  -0.979 H17  SA3 43 
SA3 H19  H19  H 0 1 N N N 26.143 -4.476  28.498 -1.284 -2.201 1.006  H19  SA3 44 
SA3 H25  H25  H 0 1 N N N 24.360 0.305   28.147 -5.262 1.146  -0.206 H25  SA3 45 
SA3 H24  H24  H 0 1 N N N 26.701 1.266   28.293 -6.929 -0.615 0.095  H24  SA3 46 
SA3 H22  H22  H 0 1 N N N 28.441 -2.789  27.970 -3.853 -3.413 1.085  H22  SA3 47 
SA3 HO2  HO2  H 0 1 N N N 29.518 -0.773  28.194 -6.698 -3.061 1.700  HO2  SA3 48 
SA3 H31  H31  H 0 1 N N N 24.466 -7.231  28.100 0.920  -1.866 2.105  H31  SA3 49 
SA3 H32  H32  H 0 1 N N N 25.680 -8.312  29.083 2.995  -3.086 1.467  H32  SA3 50 
SA3 H6   H6   H 0 1 N N N 27.791 -7.707  29.289 4.398  -1.547 2.306  H6   SA3 51 
SA3 H33  H33  H 0 1 N N N 27.247 -9.621  27.569 3.484  -0.695 -0.371 H33  SA3 52 
SA3 H3   H3   H 0 1 N N N 25.515 -9.907  26.073 5.236  -2.022 -1.020 H3   SA3 53 
SA3 H34  H34  H 0 1 N N N 27.366 -9.044  25.143 2.846  -3.599 -1.074 H34  SA3 54 
SA3 H2   H2   H 0 1 N N N 29.082 -7.495  25.520 4.153  -2.419 -2.546 H2   SA3 55 
SA3 H35  H35  H 0 1 N N N 27.289 -6.438  24.741 1.136  -1.076 -1.253 H35  SA3 56 
SA3 H361 1H36 H 0 0 N N N 24.568 -7.916  24.897 0.497  -3.956 -2.030 H361 SA3 57 
SA3 H362 2H36 H 0 0 N N N 24.846 -6.507  24.016 0.896  -2.662 -3.185 H362 SA3 58 
SA3 H36  H36  H 0 1 N N N 25.227 -8.407  22.708 -1.362 -2.926 -2.889 H36  SA3 59 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
SA3 O1  C6   SING N N 1  
SA3 O1  HO1  SING N N 2  
SA3 C6  C5   DOUB Y N 3  
SA3 C6  C1   SING Y N 4  
SA3 C5  C4   SING Y N 5  
SA3 C5  H5   SING N N 6  
SA3 C4  C3   DOUB Y N 7  
SA3 C4  H4   SING N N 8  
SA3 C3  C2   SING Y N 9  
SA3 C3  C11  SING Y N 10 
SA3 C2  N9   SING Y N 11 
SA3 C2  C1   DOUB Y N 12 
SA3 N9  C10  SING Y N 13 
SA3 N9  C31  SING N N 14 
SA3 C1  H1   SING N N 15 
SA3 C11 C15  DOUB Y N 16 
SA3 C11 C10  SING Y N 17 
SA3 C15 C18  SING N N 18 
SA3 C15 C14  SING Y N 19 
SA3 C18 O37  DOUB N N 20 
SA3 C18 N17  SING N N 21 
SA3 N17 C16  SING N N 22 
SA3 N17 H17  SING N N 23 
SA3 C14 C16  SING N N 24 
SA3 C14 C13  DOUB Y N 25 
SA3 C16 O38  DOUB N N 26 
SA3 C13 C21  SING Y N 27 
SA3 C13 C12  SING Y N 28 
SA3 C21 C20  DOUB Y N 29 
SA3 C21 C25  SING Y N 30 
SA3 C20 N19  SING Y N 31 
SA3 C20 C22  SING Y N 32 
SA3 N19 C12  SING Y N 33 
SA3 N19 H19  SING N N 34 
SA3 C12 C10  DOUB Y N 35 
SA3 C25 C24  DOUB Y N 36 
SA3 C25 H25  SING N N 37 
SA3 C24 C23  SING Y N 38 
SA3 C24 H24  SING N N 39 
SA3 C23 C22  DOUB Y N 40 
SA3 C23 O2   SING N N 41 
SA3 C22 H22  SING N N 42 
SA3 O2  HO2  SING N N 43 
SA3 C31 C32  SING N N 44 
SA3 C31 O5   SING N N 45 
SA3 C31 H31  SING N N 46 
SA3 C32 O32  SING N N 47 
SA3 C32 C33  SING N N 48 
SA3 C32 H32  SING N N 49 
SA3 O32 H6   SING N N 50 
SA3 C33 O33  SING N N 51 
SA3 C33 C34  SING N N 52 
SA3 C33 H33  SING N N 53 
SA3 O33 H3   SING N N 54 
SA3 C34 O34  SING N N 55 
SA3 C34 C35  SING N N 56 
SA3 C34 H34  SING N N 57 
SA3 O34 H2   SING N N 58 
SA3 C35 C36  SING N N 59 
SA3 C35 O5   SING N N 60 
SA3 C35 H35  SING N N 61 
SA3 C36 O36  SING N N 62 
SA3 C36 H361 SING N N 63 
SA3 C36 H362 SING N N 64 
SA3 O36 H36  SING N N 65 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
SA3 SMILES           ACDLabs              10.04 O=C2c1c6c(c4c(c1C(=O)N2)c3ccc(O)cc3n4)n(c5cc(O)ccc56)C7OC(C(O)C(O)C7O)CO 
SA3 InChI            InChI                1.02b 
InChI=1/C26H21N3O9/c30-7-14-21(33)22(34)23(35)26(38-14)29-13-6-9(32)2-4-11(13)16-18-17(24(36)28-25(18)37)15-10-3-1-8(31)5-12(10)27-19(15)20(16)29/h1-6,14,21-23,26-27,30-35H,7H2,(H,28,36,37)/t14-,21-,22+,23-,26?/m1/s1/f/h28H 
SA3 InChIKey         InChI                1.02b URWNZLQOQBNPOF-BGFRZIHYDT 
SA3 SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@@H]([C@H](O)[C@@H](O)[C@@H]1O)n2c3cc(O)ccc3c4c2c5[nH]c6cc(O)ccc6c5c7C(=O)NC(=O)c47 
SA3 SMILES           CACTVS               3.341 OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)n2c3cc(O)ccc3c4c2c5[nH]c6cc(O)ccc6c5c7C(=O)NC(=O)c47 
SA3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1O)[nH]c3c2c4c(c5c3n(c6c5ccc(c6)O)C7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C(=O)NC4=O 
SA3 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1O)[nH]c3c2c4c(c5c3n(c6c5ccc(c6)O)C7C(C(C(C(O7)CO)O)O)O)C(=O)NC4=O 
# 
_pdbx_chem_comp_identifier.comp_id           SA3 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        12-alpha-D-glucopyranosyl-2,10-dihydroxy-12,13-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione 
# 
